Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Explore thousands of activities with free cancellation and no added fees

Skip the line and get tickets to top attractions, family activities, excursions and day tours

Members get extra discounts on thousands of hotels and experiences. Sign up today.

Explore the world from home

Browse Winchester Activities by Category

Top Activities in Winchester

See all 1 things to do in Winchester


Winchester Attractions

It's not difficult to find fun things to do in Winchester. Dive into the local history and check out the best tourist attractions in this charming city. Plan your travel schedule now so you're raring to go when you arrive.

If you're ready to hit the streets of Winchester, sign up for one of the top tours & day trips on offer, and have a friendly guide show you the most popular sites. Offering free cancellations and no added fees, our top 1 fun activities in Winchester are also worth looking into.

Things to Do in Winchester with Kids

You'll find loads of fun activities to do with your kids in and near Winchester. Keep the gang happy with our family friendly experiences.

Free Things to Do in Winchester

Heading to Winchester on a budget? The following can be experienced for zip.

Jim Barnett Park - Make this one of your first stops for a little fun during your getaway.

Mt Hebron Cemetery - Amble around this historic attraction and uncover a couple of secrets from long ago.

Handley Regional Library - If you'd love to explore some of the more important or unique places in the community, start here.

Jim Barnett Park - Revitalize your body, mind and soul by spending a bit of time in nature.

Frequently Asked Questions

What can you do in Winchester for free?

You could leave your wallet in the hotel safe for the day, because these fantastic attractions will cost you nothing:

  • Shenandoah University
  • Winchester Medical Center
  • Apple Blossom Mall
  • Mt Hebron Cemetery